IP Library Granted Patent US 7,977,340
Granted Patent B2
US 7,977,340 · App. 12/304,303 · Granted Jul 12, 2011

Antibacterial compositions

Assignee: Prolysis Ltd.
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Quick Facts
Patent No.
US 7,977,340
App. No.
12/304,303
Granted
Jul 12, 2011
Kind
B2
Abstract

Compounds of formula (I) have antibacterial activity: wherein: m is 0 or 1; Q is hydrogen or cyclopropyl; AIk is an optionally substituted, divalent C 1 -C 6 alkylene, alkenylene or alkynylene radical which may contain an ether (—O—), thioether (—S—) or amino (—NR)— link, wherein R is hydrogen, —CN or C 1 -C 3 alkyl; X is —C(═O)NR 6 —, —S(O)NR 6 —, —C(═O)O— or —S(═O)O— wherein R 6 is hydrogen, optionally substituted C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, -Cyc, or —(C 1 -C 3 alkyl)-Cyc wherein Cyc is optionally substituted monocyclic carbocyclic or heterocyclic having 3-7 ring atoms; Z is N or CH, or CF; R 2 and R 3 are as defined in the description.

Claims (26)

1. A compound of formula (I), or a salt or N-oxide thereof:

wherein:

m is 0 or 1;

Q is hydrogen or cyclopropyl;

Alk is an optionally substituted, divalent C 1 -C 6 alkylene, alkenylene or alkynylene radical which may contain an ether (—O—), thioether (—S—) or amino (—NR)— link, wherein R is hydrogen, —CN or C 1 -C 3 alkyl;

X is —C(═O)NR 6 —, —S(O)NR 6 —, —C(═O)O— or —S(═O)O— wherein R 6 is hydrogen, optionally substituted C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, -Cyc, or —(C 1 -C 3 alkyl)-Cyc wherein Cyc is optionally substituted monocyclic carbocyclic or heterocyclic having 3-7 ring atoms;

Z is N or CH, or CF;

R 2 is a group Q 1 -[Alk 1 ] q -Q 2 -, wherein

q is 0 or 1;

Alk 1 is an optionally substituted, divalent, straight chain or branched C 1 -C 6 alkylene, or C 2 -C 6 alkenylene or C 2 -C 6 alkynylene radical which may contain or terminate in an ether (—O—), thioether (—S—) or amino (—NR)— link;

Q 2 is an optionally substituted divalent monocyclic carbocyclic or heterocyclic radical having 5 or 6 ring atoms or an optionally substituted divalent bicyclic carbocyclic or heterocyclic radical having 9 or 10 ring atoms;

Q 1 is hydrogen, an optional substituent, or an optionally substituted carbocyclic or heterocyclic radical having 3-7 ring atoms;

R 3 is a group Q 4 -[Alk 2 ] p -[Q 3 ] q - wherein

p is 0 or 1;

q is 1;

Alk 2 is optionally substituted divalent C 1 -C 6 alkylene or C 2 -C 6 alkenylene or C 2 -C 6 alkynylene radical;

Q 3 is an optionally substituted divalent monocyclic carbocyclic or heterocyclic radical having 5 or 6 ring atoms or an optionally substituted divalent bicyclic carbocyclic or heterocyclic radical having 9 or 10 ring atoms;

Q 4 is hydrogen, an optional substituent, or optionally substituted carbocyclic or heterocyclic ring having 3-7 ring atoms.

2. A compound as claimed in claim 1 wherein Z is CH.

3. A compound as claimed in claim 1 wherein m is 1 and Q is hydrogen, Alk is —CH 2 CH 2 —, and X is —C(O)NH—.

4. A compound as claimed in claim 1 wherein Q 2 is an optionally substituted pyridine, pyrimidine, or pyrazine ring.

5. A compound as claimed in claim 1 wherein Alk 1 is present and is an optionally substituted divalent C l -C 3 alkylene radical, which optionally includes an —NH— link, or optionally terminates in an —NH— link to Q 2 .

6. A compound as claimed in claim 1 wherein Q 4 is hydrogen and p is 0.

7. A compound as claimed in claim 1 wherein Q 3 is an optionally substituted pyridine ring, an optionally substituted pyrimidine ring or an optionally substituted pyrazine ring.

8. A compound as claimed in claim 1 wherein Q 2 is an optionally substituted pyridine-2-one ring.

9. A pharmaceutical composition comprising a compound as claimed in claim 1 , together with a pharmaceutically acceptable carrier.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 12, 2016
From: BIOTA EUROPE LIMITED
To: SPERO GYRASE, INC.
Reel/Frame 038569/0773 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 26, 2010
From: PROLYSIS LIMITED
To: BIOTA EUROPE LIMITED
Reel/Frame 024143/0422 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 23, 2009
From: HAYDON, DAVID JOHN; CZAPLEWSKI, LLOYD GEORGE; PALMER, NICHOLAS JOHN; MITCHELL, DALE ROBERT; ATHERALL, JOHN FREDERICK; STEELE, CHRISTOPHER RICHARD; LADDUWAHETTY, TAMARA
To: PROLYSIS LTD
Reel/Frame 022148/0111 →
Priority Claims (1)
GB 0612428.3 · Jun 22, 2006 · national
Continuity (1)
Related Publication 20090197877A1 · Aug 6, 2009